For sale

$519,999

1776 BOBTAIL DRIVE, MAITLAND, FL 32751

4beds

2,344sqft

$3,529/mo

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Single Family Residence

Built in 1998

5,257 Square Feet Lot

$-- Zestimate^®

$222/sqft

$17/mo HOA

What's special

Generously sized bedroomsEasy natural flowOpen-concept layout

Welcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout designed for everyday living. This property is now being reintroduced with a refreshed presentation and a full 3D walkthrough experience, giving buyers the ability to explore every space at their own pace before stepping inside in person. Inside, the home features an open-concept layout where the kitchen, dining, and living areas connect seamlessly, creating a comfortable and functional main living space. Upstairs, generously sized bedrooms offer flexibility for families, guests, or home office needs, while the overall layout supports a wide range of lifestyles. Located in highly desirable Maitland, the home offers convenient access to shopping, dining, major roadways, and all Central Florida amenities. Private showings available upon request.they’ve been waiting for.

154 days
546
26

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 3

Rooms

Room types: Attic, Utility Room

Primary bedroom

Features: Walk-In Closet(s)
Level: Second
Area: 337.9 Square Feet
Dimensions: 21.8x15.5

Bedroom 2

Features: Built-in Closet
Level: Second
Area: 120 Square Feet
Dimensions: 10x12

Bedroom 3

Features: Walk-In Closet(s)
Level: Second
Area: 138 Square Feet
Dimensions: 10x13.8

Bedroom 4

Features: Built-in Closet
Level: First
Area: 130.56 Square Feet
Dimensions: 12.8x10.2

Primary bathroom

Level: Second
Area: 113.4 Square Feet
Dimensions: 9x12.6

Dining room

Level: First
Area: 95.95 Square Feet
Dimensions: 14.11x6.8

Family room

Level: First
Area: 288 Square Feet
Dimensions: 16x18

Kitchen

Level: First
Area: 179.69 Square Feet
Dimensions: 11.9x15.1

Living room

Level: First
Area: 237.05 Square Feet
Dimensions: 14.11x16.8

Heating

Central

Cooling

Central Air

Appliances

Included: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
Laundry: Laundry Room, Upper Level

Features

Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
Flooring: Laminate, Tile
Doors: French Doors
Windows: Window Treatments
Has fireplace: No

Interior area

Total structure area: 2,954
Total interior livable area: 2,344 sqft

Video & virtual tour

View virtual tour

Property

Parking

Total spaces: 2
Parking features: Garage - Attached
Attached garage spaces: 2

Features

Levels: Two
Stories: 2
Patio & porch: Rear Porch
Exterior features: Irrigation System, Rain Gutters
Fencing: Fenced,Vinyl

Lot

Size: 5,257 Square Feet

Details

Parcel number: 272129935601140
Zoning: RSF-3
Special conditions: None

Construction

Type & style

Home type: SingleFamily
Architectural style: Contemporary
Property subtype: Single Family Residence
Attached to another structure: Yes

Materials

Block, Stucco
Foundation: Block
Roof: Shingle

Condition

Completed
New construction: No
Year built: 1998

Utilities & green energy

Sewer: Public Sewer
Water: Public
Utilities for property: Cable Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Solar, Sprinkler Meter, Street Lights, Water Connected

Community & HOA

Community

Features: Community Mailbox, Playground
Security: Security System
Pet fee: $0 monthly
Subdivision: WINFIELD

HOA

Has HOA: Yes
Services included: Maintenance Grounds
HOA fee: $17 monthly
HOA name: Specialty Mgmt/Cathy Wasson
HOA phone: 407-647-2622

Location

Region: Maitland

Financial & listing details

Price per square foot: $222/sqft
Tax assessed value: $402,726
Annual tax amount: $2,577
Date on market: 4/9/2026
Cumulative days on market: 150 days
Listing terms: Cash,Conventional,FHA,VA Loan
Ownership: Fee Simple
Total actual rent: 0
Electric utility on property: Yes
Road surface type: Paved, Asphalt

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
5/27/2026	Price change	$519,999-1%$222/sqft
Source: Stellar MLS #G5110747 Report a problem
4/9/2026	Listed for sale	$524,999+218.2%$224/sqft
Source: Stellar MLS #G5110747 Report a problem
12/12/2001	Sold	$165,000+25.2%$70/sqft
Source: Public Record Report a problem
11/5/2001	Sold	$131,800-11.5%$56/sqft
Source: Public Record Report a problem
7/13/1998	Sold	$148,900$64/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	$2,495 +4.8%	$197,899 +3%
2023	$2,380 +3.9%	$192,135 +3%
2022	$2,292 +1.6%	$186,539 +3%
2021	$2,255 +0.8%	$181,106 +1.4%
2020	$2,236 +1%	$178,606 +2.3%
2019	$2,214 +0.9%	$174,590 +1.9%
2018	$2,194	$171,335 -19.4%
2017	$2,194 +1.4%	$212,524 +2.6%
2016	$2,164 +1.3%	$207,108 +1.9%
2015	$2,136 -0.8%	$203,333 +9.6%
2014	$2,154 +3.6%	$185,564 +17.8%
2013	$2,079 +1.2%	$157,463 +1.3%
2012	$2,056 -3.3%	$155,463 -1.9%
2011	$2,125 -11.2%	$158,544 -12.9%
2010	$2,392	$182,027 -12.4%
2009	--	$207,804 -20.2%
2008	$2,181 -5.8%	$260,515 -11.2%
2007	$2,315 -2.7%	$293,360 +19.1%
2006	$2,378 +0.1%	$246,305 +21.9%
2005	$2,376 +4.9%	$202,117 +23.2%
2004	$2,265 +3.2%	$164,015 +1.2%
2003	$2,195 +3%	$162,147 +9%
2002	$2,132	$148,699